Is this NMR of the crude product consistent with the compound shown?
NMR Expected:
-For the CH3 next to the sulfur, expect a singlet because there are no other hydrogens within 3 bonds. The CH3 attached to the furan should produce a singlet at 2-3ppm which is confirmed in the above NMR.
-In the 2-2.5ppm range, two triplets should be seen due to the two C-H groups attached to each of the two carbonyl carbons. The carbon is also connected to a nitrogen, which could affect the proton NMR results. In this NMR though, the peaks are shown at about 2.3ppm, where predicted. The expected range for N-CH-CO grouping is 2-4ppm.
-The N-H bond should produce a doublet or a singlet in the 3-4ppm region. This depends on whether or not splitting occurs.
-Furan should have produced a multiplet (or two doublets) in 5-7ppm region. This range is shown in the reference under "AA'XX' Spin Systems."
-Benzene ring should produce a multiplet or a singlet in the 7-8ppm range.
Is this NMR of the crude product consistent with the compound shown?
NMR Expected:
-For the CH3 next to the sulfur, expect a singlet because there are no other hydrogens within 3 bonds. The CH3 attached to the furan should produce a singlet at 2-3ppm which is confirmed in the above NMR.
-In the 2-2.5ppm range, two triplets should be seen due to the two C-H groups attached to each of the two carbonyl carbons. The carbon is also connected to a nitrogen, which could affect the proton NMR results. In this NMR though, the peaks are shown at about 2.3ppm, where predicted. The expected range for N-CH-CO grouping is 2-4ppm.
-The N-H bond should produce a doublet or a singlet in the 3-4ppm region. This depends on whether or not splitting occurs.
-Furan should have produced a multiplet (or two doublets) in 5-7ppm region. This range is shown in the reference under "AA'XX' Spin Systems."
-Benzene ring should produce a multiplet or a singlet in the 7-8ppm range.
We learned about NMR in Chapter 13 of Orgo II.
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